House holiday rentals in St. Helena

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

4.99 out of 5 average rating, 269 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

A bright and open living area is presented, featuring large windows that offer views of the exterior greenery. Soft, modern furniture is arranged around a central rug, creating a cozy atmosphere. Natural light streams in, accentuating the neutral color palette and elegant decor.

5 out of 5 average rating, 110 reviews

Stylish Sonoma Oasis + Hot Tub - Near Wineries

Enjoy a stylish stay in wine country at this centrally located 3 bedroom retreat only 5 mins from Sonoma Plaza. Nestled on the desirable east side of town and surrounded by world-class wineries, including Gundlach Bundschu (the oldest family-owned winery in California) at the end of our tranquil street. Step outside to your private bucolic oasis with wraparound deck, seasonal creek and hot tub where you can unwind sipping local wine while dining al fresco underneath olive & citrus trees.

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

4.96 out of 5 average rating, 109 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.

4.89 out of 5 average rating, 526 reviews

The Oak Haven - a relaxing sanctuary w/spa!

Welcome to The Valley Of The Moon! Glen Ellen, a hidden gem in the heart of the rolling hills of wine country, is only 20 minutes from downtown Sonoma and prides itself on offering something amazing for everyone. Many beautiful state parks and famous vineyards are just a few minutes away. Enjoy wilderness and fine wine at your doorstep in a beautiful, private home away from home at The Oak Haven. Relax, take a load off, you deserve it! License Number: LIC24-0319 TOT Certificate No: 1387N

A spacious living area features a modern wall-mounted television and comfortable seating arrangements. A stylish coffee table sits at the center, surrounded by a large area rug. Decorative elements include a plant and artwork, adding a subtle touch to the neutral color palette.

4.99 out of 5 average rating, 170 reviews

A Wine Travelers Dream in the Heart of Napa Valley

✨Welcome to our beautiful Napa Valley home, perfectly situated between the vibrant energy of downtown and the breathtaking beauty of the Valley. 6 minutes to downtown Napa, 5 minutes to Silverado trail, 20 minutes to Sonoma. Indulge in the world-class restaurants, vibrant nightlife of downtown, or venture into the valley to explore the rolling hills and picturesque landscapes that have made this region famous. After a day of adventure, retreat to our ample space to rewind and rejuvenate.✨

A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.

4.87 out of 5 average rating, 249 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

4.93 out of 5 average rating, 148 reviews

A vase filled with bright sunflowers, orange lilies, and roses stands at the center of a wooden table. Behind it, a framed watercolor painting featuring sunflowers is displayed on a light gray wall, complementing the green wall to the left. A lamp casts a warm glow in the corner.

Home in Middletown

Emerald Lodge

I just updated what was the "Locust Lodge" to the "Emerald Lodge"! Now let's see if this name sticks or I change it to "Lime and Tequila Lodge", and.. still.. open to suggestions. I decided to paint one of the walls green, and upgraded a few other things that I am sure you will appreciate. There is a new memory foam mattress, flat screen TV, desk, table with four chairs, all sorts of new kitchen accoutraments, a gorgeous water color painting from a friend of mine, and lots of love.

5 out of 5 average rating, 691 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

An open living space is presented with vaulted ceilings and skylights that allow natural light to fill the room. A cozy dining table is surrounded by chairs, while a white sofa and dark seating option create a welcoming area. Shelves display dishware and decorative items.

4.96 out of 5 average rating, 519 reviews

A sophisticated Wine Country Cottage with Hot tub

Escape to Thornsberry Cottage, a luxe wine country retreat 5 mins from Sonoma Square. This unique property features two separate cottages, each with a private bed/bath, perfect for guests seeking privacy and togetherness. Enjoy vaulted ceilings, a large deck, a private hot tub, and a fire pit under ancient oaks. 5 minutes from the Sonoma Square, 3 minutes to the oldest wineries in California, or walk or bike to Gundlach Bundschu at the end of our road. Your serene getaway awaits!

The exterior of a Spanish style bungalow is showcased, featuring a tiled roof and arched doorways. Lush greenery surrounds the structure, with flowering plants adding vibrant colors to the landscaping. A concrete pathway provides access to the charming front entrance.

4.83 out of 5 average rating, 254 reviews

La Casita ~ A Napa Valley Bungalow with Hot Tub!

La Casita is a two bedroom one bath Spanish style bungalow located in Napa’s charming Old Town. We are just a 15 minute walk from downtown or a short Uber ride or drive to posh shops, wine tasting rooms, day spas and critically acclaimed restaurants all within ½ mile. Great location to visit all that the Napa Valley has to offer! Charming spanish style decore, hardwood floors and pleasant gardens with a relaxing hot tub and patio table. 1 dog considered for a $100 fee.

A charming exterior view of Casa LaBloom features a welcoming porch surrounded by lush greenery and palms. The front yard is landscaped with stone pathways and a small birdbath, creating a tranquil atmosphere. The house stands two stories, with a light-colored facade and inviting outdoor spaces.

4.98 out of 5 average rating, 133 reviews

Charming Home Just Steps From Wine & Hot Springs!

An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

The outdoor area features a large swimming pool surrounded by lounge chairs and umbrellas. A spacious barn-like structure is visible in the background, nestled among trees, while a hot tub is situated adjacent to the pool, creating a serene and functional outdoor retreat.

4.97 out of 5 average rating, 117 reviews

Sustainable Luxury Barn - Secluded Sonoma Retreat!

Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Popular amenities for house rentals in St. Helena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 167 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

A spacious outdoor area features a sparkling heated pool surrounded by a well-maintained garden. Comfortable lounge chairs are positioned nearby, and a fire pit with seating is highlighted, creating an inviting space for relaxation. Vibrant trees provide a serene backdrop to the setting.

4.85 out of 5 average rating, 109 reviews

Sonoma Country Club Wine Country w/ pool

4.98 out of 5 average rating, 116 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.94 out of 5 average rating, 154 reviews

Private, Warm & Cozy + Spa + Pool + Fire Pit + WiFi!

4.97 out of 5 average rating, 215 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

Superhost

A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.

Home in Montgomery Village

4.87 out of 5 average rating, 245 reviews

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

The image showcases a multi-angle view of the property, featuring a spacious bedroom with a plush bed and soft blankets, a sunlit outdoor area with a heated pool and lounge seating, a cozy fire pit surrounded by vibrant outdoor furniture, and the inviting exterior of the main house.

4.98 out of 5 average rating, 127 reviews

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

4.96 out of 5 average rating, 193 reviews

Vineyard Retreat • Press Pick • Walk to Wineries

Weekly house rentals

Home in Point Reyes Station

The exterior of the property is showcased, featuring a wooden deck with an umbrella and a garden area. Lush greenery surrounds the space, with flowering plants adding color. Large windows reflect natural light, highlighting the inviting ambiance of the house.

4.95 out of 5 average rating, 671 reviews

Point Reyes Tennis House

A charming cottage exterior showcases a light-colored façade contrasted by dark window frames and a blue door. Potted plants adorn the entrance, and a pathway leads to the door, surrounded by gravel and landscaped areas. Vineyards are visible in the background under a clear blue sky.

5 out of 5 average rating, 24 reviews

Downtown St. Helena Vineyard Cottage

A spacious multi-level deck is furnished with comfortable seating and a table. A patio heater stands beside a cozy seating area, surrounded by trees and ambient lighting. The home is visible in the background, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 159 reviews

Sonoma Paradise! 3 miles from the Historic Square

The charming cottage features a welcoming front porch with a red door, surrounded by well-maintained gardens. Stone pathway leads to the entrance, with vibrant plants and gravel landscaping enhancing the outdoor space. Mature trees and vineyards are visible in the backdrop.

5 out of 5 average rating, 21 reviews

Charming Wine Country cottage close to downtown

The living room showcases a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is visible alongside a contemporary shelf displaying plants and decor. Natural light filters through the window treatments, highlighting the neutral tones of the furnishings.

4.91 out of 5 average rating, 247 reviews

Cozy Wine Country Retreat | Monthly Stays

4.99 out of 5 average rating, 215 reviews

A custom-designed beach house with large windows offers panoramic views of the Pacific Ocean. Its multiple decks invite relaxation with direct access to the surrounding landscape. The natural setting is complemented by a clear blue sky and a gentle wave-lapping shoreline.

Home in Dillon Beach

Dillon Beach Nirvana

A modern kitchen is shown, featuring sleek wooden cabinetry and stainless steel appliances. A large gas stove sits beneath a metallic hood, with a stylish kettle placed nearby. Natural light enters through a window above the sink, complemented by an artistic landscape painting on the wall.

4.99 out of 5 average rating, 186 reviews

The Oxbow House - Designer 3BD/2BA Home

A serene view of the landscape is captured, featuring tall oak and madrone trees with varying autumn colors. In the distance, gentle hills rise under a partly cloudy sky, providing a tranquil backdrop for the peaceful surroundings.

4.94 out of 5 average rating, 86 reviews

Calistoga Hills Hideaway on 22 Acres

Private house rentals

A cozy bedroom features a spacious bed adorned with decorative pillows. Two armchairs are positioned near a window, offering a view of the greenery outside. Light-colored curtains frame the windows, enhancing the bright atmosphere while a bedside lamp provides soft illumination.

4.88 out of 5 average rating, 77 reviews

perfect Vacation House & Napa

A spacious living area is highlighted by a stone fireplace, surrounded by comfortable seating and natural light. A dining area is visible in the background, complemented by large windows showcasing outdoor views. Neutral decor elements and a textured rug add warmth to the space.

5 out of 5 average rating, 31 reviews

Wine Country Retreat with Vineyard Views

5 out of 5 average rating, 30 reviews

The home is set amidst lush greenery beside a tranquil creek, with a spacious deck inviting relaxation. Sunset rays stream through trees, creating a warm ambiance. The gentle flow of water enhances the serene environment, offering a picturesque backdrop for outdoor gatherings.

Home in Kenwood

Sonoma Creek Haven – Creekside Near 20+ Wineries

A two-story home features a warm-toned exterior with a mix of stucco and stone accents. Large windows are adorned with grilles, allowing natural light to illuminate the interior. The landscaped front yard includes a variety of plants and a small tree, enhancing the inviting curb appeal.

5 out of 5 average rating, 30 reviews

Urban Retreat in the Heart of Napa Valley!

The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.

4.97 out of 5 average rating, 92 reviews

Wine County Opulent Villa Pool/Hot Tub-Upper Level

An outdoor living space features comfortable gray couches with soft cushions, styled with a low wooden coffee table. Stone walls and olive trees create a natural backdrop, while string lights provide gentle illumination overhead. A landscaped area with gravel completes the serene atmosphere.

5 out of 5 average rating, 35 reviews

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

The charming exterior of The Calistoga Dream Inn features a light yellow facade with purple accents. A welcoming porch area is highlighted, while the well-manicured lawn and pathway lead to the entrance. Natural greenery is visible surrounding the property.

4.98 out of 5 average rating, 62 reviews

Calistoga Dream Inn

An outdoor seating area features comfortable, light-colored sofas arranged around a coffee table, set against a backdrop of lush greenery. The space is shaded by well-maintained trees, providing a serene view of the golf course beyond.